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Merck
CN

SML0642

Chaetoglobosin A

from Chaetomium globosum, ≥98% (HPLC)

别名:

4,7,14,14a,15,15a,16a,16b-Octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-, 3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione

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关于此项目

经验公式（希尔记法）:
C32H36N2O5
化学文摘社编号:
50335-03-0
分子量:
528.64
UNSPSC Code:
12352200
NACRES:
NA.77

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SMILES string

[nH]1c2c(c(c1)C[C@@H]3NC(=O)[C@]54[C@H]3[C@@H]([C@]6(O[C@H]6C5\C=C\C[C@@H](\C=C(\[C@H](C(=O)\C=C\C4=O)O)/C)C)C)C)cccc2

InChI

1S/C32H36N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24,27-29,33,37H,8,15H2,1-4H3,(H,34,38)/b10-7+,13-12+,18-14+/t17-,19-,22?,24-,27-,28+,29-,31+,32+/m0/s1

InChI key

OUMWCYMRLMEZJH-VIRVUJSBSA-N

biological source

Chaetomium globosum

assay

≥98% (HPLC)

solubility

DMSO: soluble 10 mg/mL, methanol: soluble 10 mg/mL

storage temp.

−20°C

Quality Level

200

Application

Chaetoglobosin A has been used as a standard for the detection and quantification of chaetoglobosin A from Chaetomium globosum by HPLC.

Biochem/physiol Actions

Chaetomium globosum is a fungus commonly found in water-damaged walls and causes Sick Building Syndrome (SBS). Chaetoglobosin A is a mycotoxic cytochalasin.
Chaetomium globosum is a fungus commonly found in water-damaged walls and causes Sick Building Syndrome (SBS). Chaetoglobosin A is a mycotoxic cytochalasin. Over 40 chaetoglobosins were characterized, many of which show acute toxicity to mammals, as well as cytotoxicity to human cancer cell lines such as KB, K562, MCF-7, and HepG2.

Cytochalasins were also found to inhibit glucose transport in human erythrocytes by binding to the glucose carrier on the erythrocyte membrane. Chaetoglobosin A was found to inhibit nematode proliferation and egg hatching. It also causes mortality of second stage juveniles of Meloidogyne incognita.

Other Notes

Store the product sealed at −20 °C. Under these conditions the product is stable for at least 2 years.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
098M4099V
14130502
053M4057V
32130501

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Huan Dou et al.
Biological & pharmaceutical bulletin, 34(12), 1864-1873 (2011-12-02)
Chaetoglobosin Fex (Cha Fex), a cytochalasan-based alkaloid, was isolated from marine-derived endophytic fungus Chaetomium globosum QEN-14. The knowledge of its biological function is still limited. We investigated the effects and mechanism of Cha Fex on inflammatory mediators via Toll-like receptor
Santi Thohinung et al.
Archives of pharmacal research, 33(8), 1135-1141 (2010-08-31)
Nine 10-(indol-3-yl)-[13]cytochalasans such as a new chaetoglobosin V (1); two new natural products, prochaetoglobosin III (2) and prochaetoglobosin III(ed) (3); six known chaetoglobosins B-D (4-6), F (7), and G (8) and isochaetoglobosin D (9) in addition to two known sterols
A PKS gene, pks-1, is involved in chaetoglobosin biosynthesis,
pigmentation and sporulation in Chaetomium globosum
HU Yang
Life Sciences (2012)
Gang Ding et al.
Journal of natural products, 69(2), 302-304 (2006-02-28)
A new cytotoxic cytochalasan-based alkaloid named chaetoglobosin U (1), along with four known analogues, chaetoglobosins C (2), F (3), and E (5) and penochalasin A (4), has been characterized from the EtOAc extract of a solid culture of Chaetomium globosum
Min Xue et al.
Chirality, 24(8), 668-674 (2012-05-18)
One new cytochalasan alkaloid, chaetoglobosin V(b) (1), together with two structurally related known compounds, chaetoglobosin V (2) and chaetoglobosin G (3), was isolated from the ethyl acetate extract of a culture of the endophytic fungus Chaetomium globosum, associated with the
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